112683-19-9

Basic information

• Product Name: (E)-2-(dimethylhydrazono)-1-aci-nitrocyclohexane
• Synonyms: (E)-2-(dimethylhydrazono)-1-aci-nitrocyclohexane
• CAS NO: 112683-19-9
• Molecular Weight: 185.226
• Mol File: 112683-19-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E)-2-(dimethylhydrazono)-1-aci-nitrocyclohexane(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-(dimethylhydrazono)-1-aci-nitrocyclohexane(112683-19-9)
• EPA Substance Registry System: (E)-2-(dimethylhydrazono)-1-aci-nitrocyclohexane(112683-19-9)

Safety Data

• Hazardous Substances Data: 112683-19-9(Hazardous Substances Data)

Upstream product

• 4883-67-4 2-nitrocyclohexanone 
• 57-14-7 N,N-Dimethylhydrazine 

Downstream Products

• 112790-19-9 (1R*,2S*,3S*)-2-(N',N'-dimethylhydrazino)-3-<(E)-hexenyl>-1-nitrocyclohexane 
• 112683-35-9 (1R*,2R*,3R*)-2-(N',N'-dimethylhydrazino)-3-<(E)-hexenyl>-1-nitrocyclohexane 
• 112683-31-5 N,N-Dimethyl-N'-((1R,2R,6R)-2-methyl-6-nitro-cyclohexyl)-hydrazine 
• 112683-31-5 N,N-Dimethyl-N'-((1R,2R,6S)-2-methyl-6-nitro-cyclohexyl)-hydrazine 
• 112683-32-6 2-(N',N'-dimethylhydrazino)-3-(2-propenyl)-1-nitrocyclohexane 
• 112683-34-8 2-(N',N'-dimethylhydrazino)-3-n-butyl-1-nitrocyclohexane 
• 112683-33-7 2-(N',N'-dimethylhydrazino)-3-(1-methylethyl)-1-nitrocyclohexane 
• 112683-40-6 3-n-butyl-1-nitrocyclohexene 
• 112683-38-2 3-(2-propenyl)-1-nitrocyclohexene 
• 112683-39-3 3-(1-methylethyl)-1-nitrocyclohexene 
• 112683-22-4 (E)-2-(dimethylhydrazono)-3-methyl-1-aci-nitrocyclohexane 
• 2562-37-0 1-nitrocyclohexene 
• 112683-30-4 N,N-Dimethyl-N'-(2-nitro-cyclohexyl)-hydrazine 
• 112683-26-8 (E)-2-(dimethylhydrazono)-3-<(E)-4-hexenyl>-1-aci-nitrocyclohexane 

Relevant articles and documents

α-Nitro Keto Hydrazone and Keto Imine Dianions. Synthetic Equivalents for the Nitroalkene d3 Synthon

A general method for the preparation of 3-substituted nitrocycloalkenes has been developed. 2-Nitrocycloalkanones are transformed into iether α-nitro N,N-dimethylhydrazones or α-nitro cyclohexylimines, which exist exclusively in the aci-nitro form.Double deprotonation of these materials with sec-BuLi produces higly reactive dianions which can by alkylated with methyl, allyl, n-butyl, isopropyl, or 4-hexenyl iodides in excelent yields.The alkylation occurred uniformly next to the hydrazone or imine function.The alkylated α-nitro hydrazones are converted to nitroalkenes by reduction with NaBH4 followed by elimination induced by heating (120 deg C) with acetic anhydride.The alkylated α-nitro imines undergo facile reduction-elimination with NaBH4/CeCl3 ar room temperature.The overal yield for 2-nitro ketone to nitroalkene transformation ranged from 35percent to 44percent for the hydrazone method and from 19percent to 39percent for the imine method.